Yusof, E.N.M. and Ravoof, T.B.S.A. and Jamsari, J. and Tiekink, E.R.T. and Veerakumarasivam, A. and Crouse, K.A. and Tahir, M.I.M. and Ahmad, Haslina (2015) Synthesis, characterization and biological studies of S-4-methylbenzyl-β-N-(2-furylmethylene)dithiocarbazate (S4MFuH) its Zn2+, Cu2+, Cd2+ and Ni2+ complexes. Inorganica Chimica Acta, 438. pp. 85-93. ISSN 0020-1693, DOI https://doi.org/10.1016/j.ica.2015.08.029.
Full text not available from this repository.Abstract
S-4-methylbenzyl-β-N-(2-furylmethylene)dithiocarbazate (S4MFuH, 1) derived from the condensation reaction of furaldehyde (Fu) with S-4-methylbenzyldithiocarbazate (S4MBDTC) has been complexed with transition metal acetates to give Zn(S4MFu)2 (2), Cd(S4MFu)2 (3), Cu(S4MFu)2 (4) and Ni(S4MFu)2 (5). It is evident from the shift in ν(C=N) and ν(N-N) in the IR spectra of the complexes that deprotonated 1 acts as a bidentate ligand coordinating through the azomethine nitrogen and thiolato sulfur atoms. This was confirmed by single crystal X-ray diffractometry. The U-shaped dithiocarbazate 1 exists in the E configuration with the thione bond anti to the azo bond. A change in conformation is noted in the transition metal complexes resulting from deprotonation and N-S-chelation. 2 and 3 display a distorted tetrahedral geometry with the major cause of the distortion being two close intramolecular M...O interactions. Binding interaction studies with calf thymus DNA demonstrated that 4 also had the strongest DNA binding affinity (Kb = 2.85 × 104 M-1) among all compounds prepared in this work. The Cu(II) complex, 4, was also moderately active against estrogen receptor-positive breast cancer cells, MCF-7 (IC50 = 3.02 μM) while the remainder were inactive against MCF-7 and all showed no activity towards receptor negative breast cancer cells, MDA-MB-231.
| Item Type: | Article |
|---|---|
| Funders: | Universiti Putra Malaysia (UPM) and the Malaysian Government under the Research University Grant Scheme (RUGS No. 9419400), Malaysian Fundamental Research Grant Scheme (FRGS No. 01-02-13-1344FR), Science Fund under the Ministry of Science, Technology and Innovation (MOSTI) (06-01-04-SF1810), High Impact Research Ministry of Education Grant UM.C/625/1/HIR/MoE/SC/12 from the Ministry of Higher Education, Malaysia and the University of Malaya |
| Uncontrolled Keywords: | S-4-methylbenzyldithiocarbazate; Furaldehyde; Transition metal complexes; NS bidentate Schiff base; Single crystal X-ray diffraction Cytotoxic activity |
| Subjects: | Q Science > Q Science (General) Q Science > QD Chemistry |
| Divisions: | Faculty of Science > Department of Chemistry |
| Depositing User: | Ms. Juhaida Abd Rahim |
| Date Deposited: | 20 Sep 2018 05:57 |
| Last Modified: | 11 Oct 2018 02:55 |
| URI: | http://eprints.um.edu.my/id/eprint/19331 |
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